Holiday rentals in Woodland Park

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodland Park

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A rustic cabin sits amidst tall trees, with a staircase leading to its entrance. The structure features a mix of dark wood and stone, framed by the natural beauty of the surrounding forest. A vibrant sunset casts a warm glow in the evening sky.
Cabin in Green Mountain Falls
4.98 out of 5 average rating, 289 reviews

Mountain Cabin: Hot Tub, Fireplaces, Loft, Views

Some seek inspiration. Others seek luxury. Limber Pines is both. This is vintage Rocky Mountain living, but refined for modern sensibilities. Featuring a spacious deck, remote-controlled fireplace, hot tub built into the side of the mountain, heated tile in the kitchen, plus many other upscale comforts...Limber Pines was handcrafted for your next getaway. With scenic trailheads and quick access to nearby destinations, this will provide you with lifelong memories of your Rocky Mountain adventure.

Top guest favourite
A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.
Cabin in Woodland Park
4.99 out of 5 average rating, 135 reviews

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

Guest favourite
The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.
Cabin in Woodland Park
4.98 out of 5 average rating, 106 reviews

Fireplace, Dogs YES, Hot Tub, 2 Decks, Scenic Vws

Escape to the “Blue Spruce Chalet”. A redesigned, 900 sq. ft. A-frame (ish!) retreat on 2+ private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy fast Wi-Fi, a fully equipped kitchen, a wood-burning stove, an outdoor firepit, & 2 decks with stunning mountain & sunset views. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Guest favourite
The living area features a combination of comfortable seating, including a grey couch and two blue accent chairs. Natural light filters through skylights, illuminating the stone accent wall. A central coffee table is positioned on a patterned rug, creating a cozy atmosphere for relaxation.
Chalet in Woodland Park
4.93 out of 5 average rating, 118 reviews

Blissful Mountain Escape: Wi-Fi>HotTub>Fenced Yard

Escape the mundane life cycle into this Majestic, Cozy Mountain escape, nesting within reach of several Ski Slopes, Scenic Hiking/Biking trails, or just unwinding admits nature, A perfect basecamp for relaxing after nature adventures! Perfect for a Romantic Couple’s Retreat, Anniversaries, or a true Family Getaway centrally located in Woodland Park (City Above the Clouds) with convenient reach to Pikes Peak Rocky Mountain Range, 30 mins to Garden of the Gods, and 13 minutes to Manitou Springs.

Top guest favourite
The entrance of the cabin is displayed, featuring a welcoming red door adorned with a wreath. A wooden bench with two cushions sits on a stone pathway, surrounded by trees and planters, creating an inviting outdoor space.
Cabin in Woodland Park
4.88 out of 5 average rating, 415 reviews

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Top guest favourite
The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 294 reviews

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Guest favourite
A firepit table is featured in the foreground, with a steaming mug resting on its surface. In the background, a scenic view of snow-covered mountains and a wooden fence can be seen under a partly cloudy sky.
Home in Woodland Park
4.91 out of 5 average rating, 126 reviews

Pikes Peak BrightStar Boutique!

Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

Top guest favourite
A cozy cabin is nestled among towering trees, featuring a welcoming front porch with colorful chairs. A wood-burning stove chimney extends from the side, adding to the rustic charm. The surrounding area is open and natural, providing a serene setting for relaxation.
Cabin in Woodland Park
4.97 out of 5 average rating, 217 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television. There are 3 steps down into bathroom.

Guest favourite
The A-frame tiny home is surrounded by a serene winter landscape, with snow-covered trees and a dusting of snow on the porch railing. A few deer are seen near the entrance, adding to the tranquil atmosphere of the setting.
Tiny home in Woodland Park
4.96 out of 5 average rating, 176 reviews

A-frame, Tiny home, Hot tub, 3 acres, Sleeps 4!

Kick back and relax in this stylish tiny home A-frame on 2 acres for a romantic getaway or time with your family. • Hot tub • Sleeps 4 • Indoor fire place & outdoor propane fire pit • Fully stocked coffee bar provided • Board games • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Secluded & outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

Guest favourite
Home in Woodland Park
4.9 out of 5 average rating, 347 reviews

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Top guest favourite
A single-story bunkhouse is nestled within a natural setting, featuring large sliding glass doors that open to a patio area. Comfortable seating is arranged outside, with potted plants adding greenery to the landscape. Surrounding pine trees enhance the woodland atmosphere.
Farm stay in Woodland Park
4.99 out of 5 average rating, 166 reviews

Bunkhouse In The Pines

Visit our western themed bunkhouse tucked under the porch of a barn on a private 20 acre horse property. Only 4 miles from the center of Woodland Park, and bordering the National Forest. Perfect for riding , hiking, ATVs, and mountain biking. Convenient to dining, shopping, a golf course or even fly fishing. Nature lovers welcome! Couples Retreat favorite!

Top guest favourite
The exterior of the cottage showcases a charming yellow façade with green shutters and a welcoming front door. Two black chairs are positioned outside, providing a cozy seating area under the shade of nearby trees.
Cottage in Woodland Park
4.99 out of 5 average rating, 300 reviews

Mountain Paradise Cottage

Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!

Popular amenities for Woodland Park holiday rentals

When is the best time to visit Woodland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$168 SGD$146 SGD$155 SGD$163 SGD$172 SGD$191 SGD$200 SGD$197 SGD$191 SGD$188 SGD$163 SGD$187 SGD
Avg. temp0°C1°C5°C9°C14°C20°C22°C21°C17°C10°C4°C0°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Woodland Park?

    Yes! Work meets play with ease at over 110 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Woodland Park?

    Four-legged friends are welcome in Woodland Park. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in tiny house rentals in Woodland Park?

    Experience the best of Woodland Park with our tiny house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodland Park have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodland Park have self check-in?

    Absolutely! We offer over 70 house rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Woodland Park have a bbq area?

    Absolutely! We offer over 30 cabin rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Woodland Park?

    Woodland Park has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Cabin Rentals in Woodland Park?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with self check-in, over 30 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woodland Park

  • Total holiday rentals

    Explore 190 holiday rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 17,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    190 of Woodland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Woodland Park rentals

  • 4.9 Average rating

    Woodland Park stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Colorado
  4. Teller County
  5. Woodland Park